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Carbazole derivative, and light emitting element and light emitting device using the carbazole derivative

a technology of carbazole and derivative, which is applied in the direction of discharge tube luminescnet screen, other domestic articles, natural mineral layered products, etc., can solve the problems of large ionization potential, poor hole injecting property of electrode, and inability to say. to achieve excellent hole transporting property, excellent hole injecting property, and reduced driving voltage

Inactive Publication Date: 2011-03-08
SEMICON ENERGY LAB CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Benefits of technology

[0013]The present inventors found out that a carbazole derivative represented by the following general formula (1) has the excellent hole injecting and hole transporting properties.
[0042]The carbazole derivative according to the present invention is excellent in the hole injecting property, and a driving voltage can be reduced by using the carbazole derivative as a hole injecting material for the hole injecting layer of the light emitting element.
[0043]Further, the carbazole derivative according to the present invention is also excellent in the hole transporting property, and can be used as a hole transporting material for a light emitting element.
[0044]Since the carbazole derivative according to the present invention is used for a light emitting element according to the present invention, a lower driving voltage, improvement of the luminous efficiency, longer lifetime, and higher reliability can be realized.
[0045]In addition, since a light emitting device according to the present invention has a light emitting element using the carbazole derivative according to the present invention, a light emitting device which has the high reliability can be provided.

Problems solved by technology

As for the light-emitting element, there are many problems related to materials in improving characteristics thereof.
However, many of materials having a carbazole skeleton have a larger ionization potential, and a hole injecting property from an electrode is not so good.
However, it cannot be still said that DNTPD has sufficient properties, and development of a material which has better characteristics is required.[Patent Document 1] Japanese Patent Application No. 3210481[Patent Document 2] Japanese Patent Application Laid-Open No.

Method used

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  • Carbazole derivative, and light emitting element and light emitting device using the carbazole derivative
  • Carbazole derivative, and light emitting element and light emitting device using the carbazole derivative
  • Carbazole derivative, and light emitting element and light emitting device using the carbazole derivative

Examples

Experimental program
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embodiment 1

[0087]A carbazole derivative according to the present invention has a structure represented by a general formula (1).

[0088]

(In the formula, R1 is one selected from the group consisting of hydrogen, an alkyl group having 1 to 6 carbon atoms, an aryl group having 6 to 25 carbon atoms, a heteroaryl group having 5 to 9 carbon atoms, an arylalkyl group, and an acyl group having 1 to 7 carbon atoms, R2 is one selected from the group consisting of hydrogen, an alkyl group having 1 to 6 carbon atoms, and a substituent represented by a general formula (2), Ar1 to Ar6 may be identical or different, and are individually one selected from the group consisting of an aryl group having 6 to 25 carbon atoms and a heteroaryl group having 5 to 9 carbon atoms, and X and Y may be identical or different, and are individually one selected from the group consisting of a bivalent aromatic hydrocarbon group having 6 to 25 carbon atoms and a bivalent heterocyclic having 5 to 10 carbon atoms.)

[0089]

[0090]As t...

embodiment 3

[0146]In the present embodiment, a light emitting device which has the light emitting element using the carbazole derivative according to the present invention will be described.

[0147]In the present embodiment, a light emitting device which has the light emitting element according to the present invention in a pixel portion will be described with a reference to FIGS. 11A and B. FIG. 11A is a top view showing the light emitting device, and FIG. 11B is a cross sectional view along A-A′ and B-B′ in FIG. 11A. A portion 601 surrounded by a dotted line is a driving circuit portion (source side driving circuit), a portion 602 surrounded by another dotted line is a pixel portion, and a portion 603 surrounded by further another dotted line is a driving circuit portion (gate side driving circuit). In addition, a sealing substrate 604 and a sealing material 605 are provided. The inside surrounded by the sealing material 605 is an interspace 607.

[0148]A leading wiring 608 has a function of tran...

example 1

[0164]As an example of a carbazole derivative according to the present invention, a synthesis method of 3-[n-(4-diphenylaminophenyl)-N-phenylamino]-9-phenylcarbazole (abbreviation: PCzDPA1) represented by a structural formula (28) will be described.

[0165]

[Step 1]

[0166]First, a synthesis method of 4-bromotriphenylamine will be described. A synthesizing scheme of 4-bromotriphenylamine is shown in (A-2).

[0167]

[0168]35.6 g (200 mmol) of N-bromosuccinimide (NBS) was added into 1.5 L of ethyl acetate solution of 54.0 g (220 mmol) of triphenylamine, and stirred overnight. Then, the solution was concentrated to 1 L, and washed with 1 L of 5% sodium acetate solution. After washing, the solution was further concentrated to approximately 50 mL, and 46.5 g of white powder in a yield of 73% was obtained as precipitation by adding methanol.

[Step 2]

[0169]Next, a synthesis method of N-(4-diphenylaminophenyl)-N-phenylamine will be described. A synthesizing scheme of N-(4-diphenylaminophenyl)-N-pheny...

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Abstract

It is an object of the present invention to provide a material which is excellent in a hole injecting property and a hole transporting property, and to provide a light emitting element and a light emitting device using a material which is excellent in a hole injecting property and a hole transporting property. The present invention provides a carbazol derivative represented by a general formula (1). The carbazol derivative according to the present invention is excellent in the hole injecting property. By using the carbazol derivative according to the present invention as a hole injecting material for a hole injecting layer of a light emitting element, a driving voltage can be reduced. In addition, a lower driving voltage, improvement of the luminous efficiency, a longer life time, and higher reliability can be realized by applying the material to a light emitting element or a light emitting device.

Description

TECHNICAL FIELD[0001]The present invention relates to a carbazole derivative, a light emitting element which has a pair of electrodes and a layer containing a light emitting material that can provide luminescence by applying an electric field. In addition, the present invention relates to a light emitting device having the light emitting element.BACKGROUND ART[0002]A light-emitting element using a light emitting material has features of thinness and lightweight, high response speed, low direct-current voltage drive, and the like, and is expected to be applied to a next-generation flat panel display. A light emitting device in which light emitting elements are arranged in a matrix is said to have superiority in wide viewing angle and high visibility as compared with conventional liquid crystal display devices.[0003]The light emission mechanism of a light-emitting element is as follows: electrons injected from a cathode and holes injected from an anode are recombined in the emission c...

Claims

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Application Information

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Patent Type & Authority Patents(United States)
IPC IPC(8): H01J1/62
CPCC07D209/88C07D401/14C07D409/12C07D409/14C07D417/12C07D417/14C09K11/06H01L51/0059H01L51/006H01L51/0061H01L51/0072H01L51/5048C07D401/12Y10S428/917C09K2211/1011C09K2211/1014C09K2211/1022C09K2211/1029C09K2211/1037C09K2211/1092H01L51/0081H01L2251/308H10K85/631H10K85/636H10K85/633H10K85/6572H10K85/324H10K50/14H10K2102/103
Inventor NAKASHIMA, HARUEKAWAKAMI, SACHIKOKUMAKI, DAISUKE
Owner SEMICON ENERGY LAB CO LTD
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